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Synthesis 2003(12): 1878-1880
DOI: 10.1055/s-2003-40982
SHORTPAPER
© Georg ThiemeVerlag Stuttgart · New York

A New and Convenient One-StepSynthesis of the Natural 3-Deoxyantho­cyanidins Apigeninidinand Luteolinidin Chlorides from 2,4,6-Triacetoxy­benzaldehyde

Thierry Mas*
Laboratoire de Pharmacognosie, Université Victor Ségalen Bordeaux2, 146 rue Léo Saignat, 33 076 BordeauxCedex, France
e-Mail: mthierry@ucmail.ucm.es;
Further Information

Publication History

Received 11 April 2003
Publication Date:
30 July 2003 (online)

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Abstract

The total synthesis of apigeninidin (1),luteolinidin (2) and 5,7-dihydroxyflavylium(5) chlorides is performed through a onestep reaction from an acetylated derivative of a commercial reagent.Condensation reaction between 2,4,6-triacetoxybenzaldehyde and anacetophenone derivative in anhyd methanolic hydrogen chloride providesthe 3-deoxyanthocyanidins in high yields.

Key words

total synthesis - natural products - heterocycles - polycycles - phenols

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1

Present address: Departamento de QuímicaOrgánica I, Facultad de Ciencias Químicas, UniversidadComplutense, 28040 Madrid, Spain, Fax: +34(9)13944103.